2-nitro- and 2,4-dinitrobenzenesulfonamides as protecting groups for primary amines
Nenhuma Miniatura disponível
Data
2001-07-01
Autores
Nihei, K.
Kato, M. J.
Yamane, T.
Palma, Mario Sergio [UNESP]
Konno, K. [UNESP]
Título da Revista
ISSN da Revista
Título de Volume
Editor
Georg Thieme Verlag Kg
Resumo
Procedures for the deprotection of the 2-nitro- and 2,4-dinitrobenzenesulfonamides to give the corresponding primary amines were developed. The 2-Nitrobenzenesulfonyl group was effectively removed by HSCH2CH2OH/DBU or PhSH/Cs2CO3 in DMF under mild conditions to give the corresponding primary amines in high to excellent yield. For removal of the 2,4-dinitrobrnzenesulfonyl group, the use of thiol alone (HSCH2CH2OH or PhSH) was quite effective. Selective deprotection of 2,4-dinitrobenzene-sulfonamide in the presence of 2-nitrobznzenesulfonamide has also been achieved.
Descrição
Palavras-chave
2-nitrobenzenesulfonamide, 2,4-dinitrobenzenesulfonamide, protecting groups, deprotection, primary amines
Como citar
Synlett. Stuttgart: Georg Thieme Verlag Kg, n. 7, p. 1167-1169, 2001.